10 books like Pirates on the Chesapeake

By Donald G. Shomette,

Here are 10 books that authors have personally recommended if you like Pirates on the Chesapeake. Shepherd is a community of 8,000+ authors sharing their favorite books with the world.

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A General History of the Pirates

By Captain Charles Johnson,

Book cover of A General History of the Pirates

Virginia Chandler Author Of The Devil's Treasure: The Complete Tale

From the list on pirates, history, and legend.

Who am I?

I’m not a real pirate, at least not most of the time, but as a kid, I wanted to be one. I was firmly in love with the romantic “Robin Hood” type legends of the pirate kings. As an adult, the love for all things pirate became a fascination with the pirate archetype, pirate history, and pirate legend. But, honestly, for me, it’s the mystery. There are so many mysteries involving pirates: Where did they hide their treasure? Was there a secret pirate kingdom called Libertalia? Were there pirate curses? This prompted me to research and write The Devil’s Treasure, inspired by the need to know, the need to solve, the need to conquer. 

Virginia's book list on pirates, history, and legend

Discover why each book is one of Virginia's favorite books.

Why did Virginia love this book?

If you want to know the “history” of ye olde pirates, this is the penultimate of pirate history books. A General History of the Pirates was first published in 1724 for a surprisingly eager audience of readers. Daniel Defoe was, (and is), known for his fiction, such as Robinson Crusoe and Moll Flanders, so he was a popular author at the time. However, it could not have been predicted that readers were so interested in the details concerning the scourge of the high seas, our beloved “bloodthirsty” pirates. Yet, this book, despite it being a flamboyant and rather colorful embellishment of actual pirate activity, was and remains a popular title. Every pirate fan, and certainly pirate historian, has at least one copy of this text on a shelf or table nearby. I always have my copy close at hand and referred to this text frequently while authoring my book…

A General History of the Pirates

By Captain Charles Johnson,

Why should I read it?

3 authors picked A General History of the Pirates as one of their favorite books, and they share why you should read it.

What is this book about?

A General History of the Pyrates by Captain Charles Johnson was published in 1724. As the primary source of biographies of some of the most notorious pirates it influenced popular conceptions of the lifestyles. Missing legs or eyes, burying treasure and the name of the pirates flag the Jolly Roger was introduced in this touchstone of pirate lore as it has been incorporated into popular culture. A General History of the Pyrates has influencing literature and movies to this day.


Under the Black Flag

By David Cordingly,

Book cover of Under the Black Flag: The Romance and the Reality of Life Among the Pirates

Wendy K. Perriman Author Of Fire on Dark Water

From the list on the real Pirates of the Caribbean.

Who am I?

My fascination with pirates began as a student in Bristol (UK) – the legendary hometown of Edward Teach a.k.a. Blackbeard. Later, I visited the Pirates of Nassau Museum in the Bahamas and was amazed to learn there had been women buccaneers too. I wanted to discover more about these daring females and find out what might have enticed them to brave a tenuous life on the account. As fate would have it, I now live in North Carolina near the Outer Banks where Blackbeard met his fate. These experiences inspired me to write a different kind of adventure story about the real pirates of the Caribbean featuring a strong, resilient, swashbuckling female.

Wendy's book list on the real Pirates of the Caribbean

Discover why each book is one of Wendy's favorite books.

Why did Wendy love this book?

David Cordingly’s book is useful for its accurate and lively attempt to separate pirate facts from public fiction. He sifts through childhood tales of wooden legs and parrots to highlight the harsh realities experienced by most of these violent rogues. The tortures he describes serve to remind the reader that these were desperate times full of volatile career criminals. And the women were often as dangerous as their male counterparts! While considering Anne Bonny and Mary Read, he questions “Were there other women pirates?” and “How was it possible for a woman to pass herself off as a man in the cramped and primitive conditions on board an eighteenth-century ship?” These prompts helped me to focus on the issues my own female protagonist would have to overcome during her nautical adventures. I recommend this book because it is informative, thought-provoking, and entertaining.

Under the Black Flag

By David Cordingly,

Why should I read it?

3 authors picked Under the Black Flag as one of their favorite books, and they share why you should read it.

What is this book about?

This book sets out to discover the truth behind the stereotypical image of the pirate. Examining the rich literary and cultural legacy of piratical icons from Blackbeard to Captain Hook, the author compares the legends with their historical counterparts and comes up with some surprising conclusions. In a wider overview of the piracy myth, he explores its enduring and extraordinary appeal and assesses the reality behind the romance, answering in the process questions such as: why did men become pirates; were there any women pirates; how much money did they make from their plundering and looting; what effect did their…


Book cover of Captain Kidd and the War Against the Pirates

Eric Jay Dolin Author Of Black Flags, Blue Waters: The Epic History of America's Most Notorious Pirates

From the list on piracy and pirates.

Who am I?

The origin story for Black Flags, Blue Waters begins with my kids. After I finished my last book, Brilliant Beacons: A History of the American Lighthouse, I began searching for a new book topic. I asked Lily and Harry, who were then in their teens, what I should write about. When I raised the possibility of pirates, their eyes lit up, both of them saying, “That’s it, you have to write about pirates.” Lily even threw out two possible titles for the book: “Swords, Sails, and Swashbucklers;” and “Argh”— or, perhaps more emphatically, “Arrrgh”— which, I had to tell Lily, much to her chagrin, is a word that probably was never uttered by a Golden Age pirate, and is more likely a creation of movies in which pirates dispense arghs with relish. My children’s strong support is, of course, not the only reason I wrote Black Flags, Blue Waters -- if my publisher hadn't been as enthusiastic about the idea as I was, the book might never have been written. But the fact that my kids were early adopters of the pirate idea, was definitely encouraging.

Eric's book list on piracy and pirates

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Why did Eric love this book?

Captain William Kidd is one of the most fascinating characters in modern history. Ritchie, an academic historian by training, produced a highly readable book that places Kidd within his era, describing in often fascinating detail the events and people of the time and how they affected Kidd’s life and the course of piracy. This is a book that focuses on the late 1600s and very early 1700s, and, therefore, does not cover the 1710s and 1720s, when the real pirates of the Caribbean terrorized the Atlantic. After reading the book, you can decide if Kidd was a pirate or just a misunderstood privateer who got railroaded by the English government.

Captain Kidd and the War Against the Pirates

By Robert C. Ritchie,

Why should I read it?

1 author picked Captain Kidd and the War Against the Pirates as one of their favorite books, and they share why you should read it.

What is this book about?

The legends that die hardest are those of the romantic outlaw, and those of swashbuckling pirates are surely among the most durable. Swift ships, snug inns, treasures buried by torchlight, palm-fringed beaches, fabulous riches, and, most of all, freedom from the mean life of the laboring man are the stuff of this tradition reinforced by many a novel and film.

It is disconcerting to think of such dashing scoundrels as slaves to economic forces, but so they were-as Robert Ritchie demonstrates in this lively history of piracy. He focuses on the shadowy figure of William Kidd, whose career in the…


The Republic of Pirates

By Colin Woodard,

Book cover of The Republic of Pirates: Being the True and Surprising Story of the Caribbean Pirates and the Man Who Brought Them Down

Joe Pappalardo Author Of Red Sky Morning: The Epic True Story of Texas Ranger Company F

From the list on that give the outlaws a say.

Who am I?

As a journalist and author of history books who's lived in Texas for most of my adult life, I've found myself unavoidably steeped in Texas Ranger lore. I didn't understand how such a small force could enter unfamiliar areas of Texas and get any results as law enforcement officers. This central question led to me the operations of Company F during 1886-1888. I found the showdowns were just one part of the story. Researching these topics meant learning about the Rangers' outlaw targets - following another journalistic impulse to give both sides of this story an equal hearing. What resulted is a nuanced, complex tale that hopefully will open eyes instead of pointing fingers.

Joe's book list on that give the outlaws a say

Discover why each book is one of Joe's favorite books.

Why did Joe love this book?

Pirates make great bad guys, plundering their way through history as seaborne barbarians. The Republic of Pirates makes you look at infamous figures like Edward "Blackbeard" Teach, "Black Sam" Bellamy, and Charles Vane in new ways. Those pirate ships were incubators for democracy, marked by equal rights for all races and leadership elections. Compared to the slave-trading empires that the pirates attacked, the pirate ships were bastions of freedom before (and in some ways better) the American Revolution canonized them in the Declaration of Independence. It just goes to show, you’re only an outlaw or a rebel if you’re caught or defeated.  

The Republic of Pirates

By Colin Woodard,

Why should I read it?

4 authors picked The Republic of Pirates as one of their favorite books, and they share why you should read it.

What is this book about?

An entrancing tale of piracy colored with gold, treachery and double-dealing (Portland Press Herald), Pulitzer Prize-finalist Colin Woodward's The Republic of Pirates is the historical biography of the exploits of infamous Caribbean buccaneers.

In the early eighteenth century, the Pirate Republic was home to some of the great pirate captains, including Edward "Blackbeard" Teach, "Black Sam" Bellamy, and Charles Vane. Along with their fellow pirates — former sailors, indentured servants, and runaway slaves — this "Flying Gang" established a crude but distinctive democracy in the Bahamas, carving out their own zone of freedom in which servants were free, blacks could…


On Stranger Tides

By Tim Powers,

Book cover of On Stranger Tides

Misty Massey Author Of Mad Kestrel

From the list on pirates who like a little magic in the mix.

Who am I?

I grew up on the coast of South Carolina, where many of the Golden Age pirates were welcomed as business associates and charming guests by some of the most influential people of the day. They are, to this day, considered local heroes. I read everything I could lay hands on about them, fiction and histories, and I knew my first book would have to be about the pirate I always pretended I could be, if I’d only been born two hundred years ago.

Misty's book list on pirates who like a little magic in the mix

Discover why each book is one of Misty's favorite books.

Why did Misty love this book?

I fell hard for Tim Powers’ brand of secret history stories, so when he decided to do his thing with pirates, I couldn’t have been more excited. Magical duels, voodoo deities, ghosts who desire a taste of rum and blood, treacherous sorcerers working together toward opposite goals and the most dangerous pirate ever to sail the seas all come together in a thrilling supernatural race to claim the blessings of the fabled Fountain of Youth.

On Stranger Tides

By Tim Powers,

Why should I read it?

2 authors picked On Stranger Tides as one of their favorite books, and they share why you should read it.

What is this book about?

Shortlisted for the World Fantasy Award
Shortlisted for the Locus Award for Best Fantasy Novel

1718: Puppeteer John Chandagnac has set sail for Jamaica to recover his stolen inheritance, when his ship is seized by pirates. Offered the choice to join the crew, or be killed where he stands, he decides that a pirate's life is better than none at all.

Now known as Jack Shandy, this apprentice buccaneer soon learns to handle a mainsail and wield a cutlass - only to discover he is now a subject of a Caribbean pirate empire ruled by one Edward Thatch, better known…


How I Became a Pirate

By Melinda Long, David Shannon (illustrator),

Book cover of How I Became a Pirate

Diana Murray Author Of Unicorn Day: A Magical Kindness Book for Children

From the list on children’s books for talk like a pirate day.

Who am I?

I am the author of over twenty books for children, including National Bestseller Unicorn Day and the sequel, Unicorn Night: Sleep Tight, as well as Help Mom Work From Home!, Goodnight Veggies (a Jr. Library Guild Selection), and One Snowy Day. My poems have appeared in many anthologies and children’s magazines, such as Highlights and Spider. I grew up in New York City and still live nearby with my firefighter husband, two children, and a dancing dog.

Diana's book list on children’s books for talk like a pirate day

Discover why each book is one of Diana's favorite books.

Why did Diana love this book?

This book seems to make many “best pirate book” lists, and with good reason. It’s full of fun pirate phrases and songs, has a refrain that encourages audience participation, and has a great underlying message that is subtly delivered through the main character’s own kid perspective. Although being a cantankerous pirate seems like fun, the relatable main character eventually realizes that the pirates’ rule-free lifestyle has some negatives (such as green teeth due to not brushing) and decides for himself that maybe he doesn’t want to be a pirate after all.

How I Became a Pirate

By Melinda Long, David Shannon (illustrator),

Why should I read it?

1 author picked How I Became a Pirate as one of their favorite books, and they share why you should read it.

What is this book about?

In this New York Times bestseller illustrated by Caldecott Honor–winning illustrator David Shannon, a boy sets off on a pirate adventure—with surprising results!

When Braid Beard’s pirate crew invites Jeremy Jacob to join their voyage, he jumps right on board. Buried treasure, sea chanteys, pirate curses—who wouldn’t go along?

Soon Jeremy Jacob knows all about being a pirate. He throws his food across the table and his manners to the wind. He hollers like thunder and laughs off bedtime. It’s the heave-ho, blow-the-man-down, very best time of his life. But then Jeremy Jacob finds out what pirates don’t do. .…


Sea Queens

By Jane Yolen (, Christine Joy Pratt (illustrator),

Book cover of Sea Queens: Woman Pirates Around the World

Laura Sook Duncombe Author Of Pirate Women: The Princesses, Prostitutes, and Privateers Who Ruled the Seven Seas

From the list on discover the truth about women pirates.

Who am I?

I have loved pirates since my first viewing of Mary Martin’s Peter Pan at age 5. My passion for learning about these outlaws led me to discover the hidden stories of women pirates—who have always sailed alongside their male counterparts yet never get the same glory. When I learned about Cheng I Sao, the greatest pirate who ever lived (who was a woman), I was so angry that her story wasn’t more well-known that I wrote a book about it! It has been a joy and an honor to share the stories of pirate women with the world and I have fully embraced my title of “crazy pirate lady.”

Laura's book list on discover the truth about women pirates

Discover why each book is one of Laura's favorite books.

Why did Laura love this book?

This is a picture book, but it’s absolutely lovely. Jane Yolen lends her considerable storytelling talent to this slim volume, which features both gorgeous illustrations of pirate women and bite-sized adaptations of their stories. This is a book I gift to most of the children in my life as a perfect introduction to the world of pirate women.

Sea Queens

By Jane Yolen (, Christine Joy Pratt (illustrator),

Why should I read it?

1 author picked Sea Queens as one of their favorite books, and they share why you should read it.

What is this book about?

In 1963 Jane Yolen released a book called PIRATES IN PETTICOATS, because the idea of women as pirates fascinated her--but there wasn't much information about these women who made their livelihoods plundering on the high seas. Scholars have dug up a bounty of new information since then, and Jane, still fascinated, revisits the ladies who loot.

Discover such great pirates as Artemisia, the Admiral Queen of Persia who sailed the seas from 500 to 480 BC. At one point there was a 10,000 drachma prize for anyone who could capture her. There was Rachel Wall, who ran away from her…


Bold in Her Breeches

By Jo Stanley (editor),

Book cover of Bold in Her Breeches: Woman Pirates Across the Ages

Darlene Marshall Author Of Sea Change

From the list on women at sea through history (including some pirates).

Who am I?

I picked these books because I love telling stories about bold women, and pirates float my boat. Being able to incorporate so much of history into my seafaring women, making them real and believable, makes writing that much more enjoyable. When I can incorporate real historical tidbits into my work it’s a good writing day, and I wanted to share my favorite research books with other readers. 

Darlene's book list on women at sea through history (including some pirates)

Discover why each book is one of Darlene's favorite books.

Why did Darlene love this book?

When I was a little girl I wanted to grow up to be a pirate, and women pirates in particular inspired me. They still do. This collection expands on some of the well-known pirates like Ann Bonny, Mary Read, and Grace O’Malley, and brings diversity with tales of non-European pirates who ruled fleets of ships. When I’m writing my pirates, I can look at the historical record and know that while my work is fiction, there’s plenty of historical evidence for women seizing command and carrying the day.

Bold in Her Breeches

By Jo Stanley (editor),

Why should I read it?

4 authors picked Bold in Her Breeches as one of their favorite books, and they share why you should read it.

What is this book about?

As far back as 480 BC, when Artemisia commanded her Greek trireme, women have taken to the high seas in pursuit of life and liberty. Simultaneously revered and reviled by superstitious male mariners, the realities of these women pirates' lives have been lost in a murky fog of sexual and racial preconceptions.
Bold in her Breeches takes a wholly fresh look at these mythical figures and places them in their true historical and cultural contexts. From Artemisia to the contemporary women pirates of today, via eighteenth-century Grace O'Malley and nineteenth-century Cheng I Sao, we learn why women took to piracy,…


Pirate Queens

By Leigh Lewis, Sara Woolley (illustrator),

Book cover of Pirate Queens

Laura Sook Duncombe Author Of Pirate Women: The Princesses, Prostitutes, and Privateers Who Ruled the Seven Seas

From the list on discover the truth about women pirates.

Who am I?

I have loved pirates since my first viewing of Mary Martin’s Peter Pan at age 5. My passion for learning about these outlaws led me to discover the hidden stories of women pirates—who have always sailed alongside their male counterparts yet never get the same glory. When I learned about Cheng I Sao, the greatest pirate who ever lived (who was a woman), I was so angry that her story wasn’t more well-known that I wrote a book about it! It has been a joy and an honor to share the stories of pirate women with the world and I have fully embraced my title of “crazy pirate lady.”

Laura's book list on discover the truth about women pirates

Discover why each book is one of Laura's favorite books.

Why did Laura love this book?

This new book is a great example of how women pirates continue to captivate and inspire us. Leigh Lewis has created a truly unique hybrid of a poetry collection and historical text which is unlike anything I’ve ever read before. It’s suitable for middle grade readers but enjoyable for all readers. I hope to see more from Leigh!

Pirate Queens

By Leigh Lewis, Sara Woolley (illustrator),

Why should I read it?

1 author picked Pirate Queens as one of their favorite books, and they share why you should read it.

What is this book about?

Move over Blackbeard and Captain Kidd! Did you know that the most powerful pirate who ever lived was a woman? Read all about her and more formidable females in this edgy, one-of-a-kind collection that combines poetry, fascinating facts, and pictures.

This wow-worthy book proves that women have been making their mark in all aspects of history even the high seas! Meet Ching Shih, a Chinese pirate who presided over a fleet of 80,000 men (by contrast, Blackbeard had some 300). Get the scoop on Anne Bonny who famously ran away from an arranged marriage to don trousers and brandish a…


Meet The Pirates

By James Davies,

Book cover of Meet The Pirates

Gwyn McNamee Author Of Squall Line

From the list on fulfilling your pirate fantasies.

Who am I?

I’m a criminal defense attorney, mom, and wife who grew up along Lake Michigan in Wisconsin and lived there for 35 years, staring out at the vast water of the “Inland Seas” aka The Great Lakes. Intrigued by pirates, the criminals of the water, and the stories of pirates roaming the lakes, when I began writing fiction, I absolutely had to write a modern pirate series set in the area where I grew up. I’ve read dozens and dozens of historical non-fiction books about pirates, watched all the classic films and shows about them, and have read pirate romances my entire life, so writing my own was the next logical step.

Gwyn's book list on fulfilling your pirate fantasies

Discover why each book is one of Gwyn's favorite books.

Why did Gwyn love this book?

This one is for all the parents out there. My five-year-old daughter absolutely adores all things pirate and we love James Davies’ book, Meet the Pirates. It gives historical information and background in a really bright and fun way that keeps kids interested in learning. My daughter was riveted when I was reading to her from this book, all about the background of the pirates, where they roamed the seas, where they settled, and about pirate ships. Even I learned a lot of interesting tidbits of information that I didn’t know. This is part of a series by James Davies that introduces kids to the Ancient Romans, Greeks, and Egyptians, too. 

Meet The Pirates

By James Davies,

Why should I read it?

1 author picked Meet The Pirates as one of their favorite books, and they share why you should read it.

What is this book about?

There's so much to digest when it comes to History - how do you know where to begin? These incredible short introductions are just the thing for readers aged 6+ who are beginning to explore ancient history. Get to know the basics on Pirates from famous looters to scurvy and hygiene, with easy-to-digest, humorous text that is reminiscent of the bestselling Horrible Histories series. James Davies' stunning artwork and infographics provide a fresh nonfiction approach that is sure to captivate young readers.


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